data_GYK # _chem_comp.id GYK _chem_comp.name "(8R)-5-(4-aminophenyl)-N,8-dimethyl-8,9-dihydro-2H,7H-[1,3]dioxolo[4,5-h][2,3]benzodiazepine-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-01 _chem_comp.pdbx_modified_date 2016-10-24 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 352.387 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GYK _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5L1H _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal GYK C01 C1 C 0 1 N N N -37.028 17.723 49.792 -1.075 3.262 2.444 C01 GYK 1 GYK C02 C2 C 0 1 N N R -37.536 16.272 49.796 -1.529 2.084 1.580 C02 GYK 2 GYK C03 C3 C 0 1 N N N -36.513 15.396 49.067 -1.176 0.775 2.286 C03 GYK 3 GYK C04 C4 C 0 1 Y N N -36.105 15.998 47.714 -1.259 -0.370 1.306 C04 GYK 4 GYK C05 C5 C 0 1 Y N N -34.730 16.364 47.564 -2.282 -1.288 1.393 C05 GYK 5 GYK C06 C6 C 0 1 Y N N -34.292 16.925 46.341 -2.342 -2.353 0.506 C06 GYK 6 GYK C07 C7 C 0 1 Y N N -35.211 17.118 45.290 -1.365 -2.496 -0.479 C07 GYK 7 GYK C08 C8 C 0 1 Y N N -36.583 16.752 45.445 -0.342 -1.572 -0.578 C08 GYK 8 GYK C09 C9 C 0 1 Y N N -37.024 16.187 46.676 -0.284 -0.497 0.310 C09 GYK 9 GYK C10 C10 C 0 1 N N N -38.527 15.789 46.845 0.790 0.512 0.181 C10 GYK 10 GYK N11 N1 N 0 1 N N N -39.170 16.628 47.839 0.472 1.781 0.155 N11 GYK 11 GYK N12 N2 N 0 1 N N N -38.837 16.238 49.148 -0.872 2.159 0.280 N12 GYK 12 GYK C13 C11 C 0 1 N N N -39.928 15.726 49.964 -1.555 2.592 -0.797 C13 GYK 13 GYK O14 O1 O 0 1 N N N -39.717 15.379 51.075 -2.721 2.920 -0.687 O14 GYK 14 GYK N15 N3 N 0 1 N N N -41.269 15.645 49.419 -0.946 2.662 -1.998 N15 GYK 15 GYK C16 C12 C 0 1 N N N -42.351 15.137 50.244 -1.689 3.133 -3.169 C16 GYK 16 GYK C17 C13 C 0 1 Y N N -39.352 15.755 45.576 2.206 0.092 0.084 C17 GYK 17 GYK C18 C14 C 0 1 Y N N -39.916 14.552 45.171 3.213 1.050 -0.037 C18 GYK 18 GYK C19 C15 C 0 1 Y N N -40.683 14.491 44.021 4.530 0.656 -0.126 C19 GYK 19 GYK C20 C16 C 0 1 Y N N -40.896 15.634 43.269 4.857 -0.696 -0.096 C20 GYK 20 GYK C21 C17 C 0 1 Y N N -40.344 16.837 43.674 3.855 -1.653 0.024 C21 GYK 21 GYK C22 C18 C 0 1 Y N N -39.581 16.899 44.829 2.536 -1.264 0.120 C22 GYK 22 GYK N23 N4 N 0 1 N N N -41.698 15.571 42.064 6.191 -1.092 -0.193 N23 GYK 23 GYK O24 O2 O 0 1 N N N -34.461 17.673 44.266 -1.643 -3.617 -1.208 O24 GYK 24 GYK C25 C19 C 0 1 N N N -33.200 17.814 44.641 -3.022 -3.923 -0.930 C25 GYK 25 GYK O26 O3 O 0 1 N N N -33.061 17.376 45.878 -3.235 -3.378 0.385 O26 GYK 26 GYK H1 H1 H 0 1 N N N -37.752 18.367 50.313 0.005 3.213 2.587 H1 GYK 27 GYK H2 H2 H 0 1 N N N -36.057 17.773 50.306 -1.334 4.197 1.949 H2 GYK 28 GYK H3 H3 H 0 1 N N N -36.911 18.068 48.754 -1.571 3.214 3.413 H3 GYK 29 GYK H4 H4 H 0 1 N N N -37.624 15.928 50.837 -2.609 2.136 1.440 H4 GYK 30 GYK H5 H5 H 0 1 N N N -36.953 14.402 48.896 -0.163 0.839 2.683 H5 GYK 31 GYK H6 H6 H 0 1 N N N -35.617 15.297 49.697 -1.876 0.603 3.103 H6 GYK 32 GYK H7 H7 H 0 1 N N N -34.034 16.214 48.376 -3.040 -1.179 2.155 H7 GYK 33 GYK H8 H8 H 0 1 N N N -37.281 16.903 44.635 0.413 -1.682 -1.343 H8 GYK 34 GYK H11 H11 H 0 1 N N N -41.448 15.937 48.480 -0.016 2.401 -2.086 H11 GYK 35 GYK H12 H12 H 0 1 N N N -43.288 15.149 49.668 -2.543 2.479 -3.345 H12 GYK 36 GYK H13 H13 H 0 1 N N N -42.123 14.106 50.553 -2.040 4.150 -2.993 H13 GYK 37 GYK H14 H14 H 0 1 N N N -42.461 15.771 51.136 -1.037 3.121 -4.043 H14 GYK 38 GYK H15 H15 H 0 1 N N N -39.755 13.659 45.757 2.960 2.100 -0.061 H15 GYK 39 GYK H16 H16 H 0 1 N N N -41.116 13.552 43.710 5.310 1.397 -0.221 H16 GYK 40 GYK H17 H17 H 0 1 N N N -40.508 17.729 43.088 4.111 -2.702 0.047 H17 GYK 41 GYK H18 H18 H 0 1 N N N -39.163 17.843 45.148 1.759 -2.008 0.214 H18 GYK 42 GYK H19 H19 H 0 1 N N N -42.015 14.633 41.922 6.419 -2.035 -0.176 H19 GYK 43 GYK H20 H20 H 0 1 N N N -42.487 16.179 42.157 6.890 -0.425 -0.277 H20 GYK 44 GYK H21 H21 H 0 1 N N N -32.550 17.233 43.970 -3.675 -3.438 -1.656 H21 GYK 45 GYK H9 H9 H 0 1 N N N -32.919 18.877 44.594 -3.182 -5.001 -0.929 H9 GYK 46 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal GYK N23 C20 SING N N 1 GYK C20 C21 DOUB Y N 2 GYK C20 C19 SING Y N 3 GYK C21 C22 SING Y N 4 GYK C19 C18 DOUB Y N 5 GYK O24 C25 SING N N 6 GYK O24 C07 SING N N 7 GYK C25 O26 SING N N 8 GYK C22 C17 DOUB Y N 9 GYK C18 C17 SING Y N 10 GYK C07 C08 DOUB Y N 11 GYK C07 C06 SING Y N 12 GYK C08 C09 SING Y N 13 GYK C17 C10 SING N N 14 GYK O26 C06 SING N N 15 GYK C06 C05 DOUB Y N 16 GYK C09 C10 SING N N 17 GYK C09 C04 DOUB Y N 18 GYK C10 N11 DOUB N N 19 GYK C05 C04 SING Y N 20 GYK C04 C03 SING N N 21 GYK N11 N12 SING N N 22 GYK C03 C02 SING N N 23 GYK N12 C02 SING N N 24 GYK N12 C13 SING N N 25 GYK N15 C13 SING N N 26 GYK N15 C16 SING N N 27 GYK C01 C02 SING N N 28 GYK C13 O14 DOUB N N 29 GYK C01 H1 SING N N 30 GYK C01 H2 SING N N 31 GYK C01 H3 SING N N 32 GYK C02 H4 SING N N 33 GYK C03 H5 SING N N 34 GYK C03 H6 SING N N 35 GYK C05 H7 SING N N 36 GYK C08 H8 SING N N 37 GYK N15 H11 SING N N 38 GYK C16 H12 SING N N 39 GYK C16 H13 SING N N 40 GYK C16 H14 SING N N 41 GYK C18 H15 SING N N 42 GYK C19 H16 SING N N 43 GYK C21 H17 SING N N 44 GYK C22 H18 SING N N 45 GYK N23 H19 SING N N 46 GYK N23 H20 SING N N 47 GYK C25 H21 SING N N 48 GYK C25 H9 SING N N 49 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor GYK SMILES ACDLabs 12.01 "CC2Cc1cc4c(cc1C(=NN2C(=O)NC)c3ccc(cc3)N)OCO4" GYK InChI InChI 1.03 "InChI=1S/C19H20N4O3/c1-11-7-13-8-16-17(26-10-25-16)9-15(13)18(22-23(11)19(24)21-2)12-3-5-14(20)6-4-12/h3-6,8-9,11H,7,10,20H2,1-2H3,(H,21,24)/t11-/m1/s1" GYK InChIKey InChI 1.03 SMGACXZFVXKEAX-LLVKDONJSA-N GYK SMILES_CANONICAL CACTVS 3.385 "CNC(=O)N1N=C(c2ccc(N)cc2)c3cc4OCOc4cc3C[C@H]1C" GYK SMILES CACTVS 3.385 "CNC(=O)N1N=C(c2ccc(N)cc2)c3cc4OCOc4cc3C[CH]1C" GYK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1Cc2cc3c(cc2C(=NN1C(=O)NC)c4ccc(cc4)N)OCO3" GYK SMILES "OpenEye OEToolkits" 2.0.6 "CC1Cc2cc3c(cc2C(=NN1C(=O)NC)c4ccc(cc4)N)OCO3" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier GYK "SYSTEMATIC NAME" ACDLabs 12.01 "(8R)-5-(4-aminophenyl)-N,8-dimethyl-8,9-dihydro-2H,7H-[1,3]dioxolo[4,5-h][2,3]benzodiazepine-7-carboxamide" GYK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(8~{R})-5-(4-aminophenyl)-~{N},8-dimethyl-8,9-dihydro-[1,3]dioxolo[4,5-h][2,3]benzodiazepine-7-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GYK "Create component" 2016-08-01 RCSB GYK "Initial release" 2016-10-19 RCSB GYK "Other modification" 2016-10-24 RCSB #